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Extra info for Topics in Organometallic Chem. Palladium in Organic Synthesis
Thus, this type of catalytic reaction had been regarded as impossible or very difficult for a long time with the exception of some special cases; it has recently become a potential synthetic tool, and a variety of substrates having acidic C–H bonds can now be arylated effectively as described below. 1 Active Methylene Compounds As one of the first examples, Takahashi and coworkers reported the reaction of aryl iodides with malononitrile in the presence of PdCl2(PPh3)2 using NaH as base (Eq. 1) [14, 15].
3 Arylation of Aromatics . . . . . . . . . Intramolecular Reaction of Aromatic Compounds . . Intermolecular Reaction of Aromatic Compounds . . Intermolecular Reaction of Heteroaromatic Compounds . . . . . . . . . . . . . . . . . . . . . . . . . . 64 65 69 73 4 Direct Arylation of Unsaturated Compounds with Arenes . . . . . . 76 5 Conclusion . . . . . . . . . . . . . . . . . . . 79 . . . . . . . . . . .
8) (9) (10) 60 M. Miura · T. Satoh It has been found that treatment of propiophenone with an excess amount of bromobenzene gives rise to 1,2,3-triphenyl-2-propen-1-one (Eq. 11) . In this reaction, a-arylation, unsaturation via b-hydrogen elimination, and Hecktype arylation occur successively. From the reaction of butyrophenone is obtained the corresponding triarylated product (Eq. 12). The reaction sequence involves a-arylation, unsaturation via b-hydrogen elimination, two times vinylogous arylation (g-arylation), and double bond isomerization.